Round: 62 Ground: Clay
| ITF Serbia F2 Qual | 2016/07/24 08:00 | Ioannis Stergiou v Philip Sikman | 6-4,6-4 |
| ITF Serbia F2 Qual | 2016/07/23 09:30 | Ioannis Stergiou v Shinnosuke Hiramatsu | 6-2,6-3 |
| ITF Serbia F1 Qual | 2016/07/19 09:40 | Ioannis Stergiou v Boris Butulija | 4-6,4-6 |
| ITF Serbia F1 Qual | 2016/07/16 07:30 | Ioannis Stergiou v Stefan Petrovic | 6-2,6-3 |
| ITF Greece F5 | 2016/04/17 10:30 | Ioannis Stergiou v Loic Perret | 3-6,7-6,3-6 |
| ITF Greece F5 | 2016/04/16 11:30 | Ioannis Stergiou v Stylianos Perdikogiannis | 6-2,6-3 |
| ITF Greece F4 | 2016/04/14 07:00 | Yannick Mertens v Ioannis Stergiou | 6-3,6-3 |
| ITF Greece F3 | 2016/04/07 08:30 | Ioannis Stergiou v Ricardo Rodriguez-Pace | 4-6,2-6 |
| ITF Serbia F2 Qual | 2016/07/24 10:30 | Ivan Randjelovic v Darko Bojanovic | 0-6,1-6 |
| ITF Serbia F2 Qual | 2016/07/23 12:00 | Antun Vidak v Darko Bojanovic | 6-7,3-6 |
| ITF Serbia F1 Qual | 2016/07/19 08:00 | Manuel Pena Lopez v Darko Bojanovic | 6-3,7-6 |
| ITF Serbia F1 Qual | 2016/07/18 11:20 | Dusan Rajic v Darko Bojanovic | 6-3,4-6,1-6 |
| ITF Austria F2 | 2016/07/09 07:15 | Darko Bojanovic v Charly Zick | 6-4,6-0 |
| ITF Bosnia and Herzegovina F3 | 2016/05/26 12:00 | Darko Bojanovic v Kristijan Mesaros | 1-6,3-6 |
| ITF Bosnia and Herzegovina F3 | 2016/05/24 09:00 | Matteo Herrmann-Zunic v Darko Bojanovic | 5-7,7-6,5-7 |
| ITF Bosnia and Herzegovina F2 | 2016/05/17 10:35 | Darko Bojanovic v Matej Maruscak | 5-7,6-2,2-6 |